22792-13-8

Basic information

• Product Name: 4-(3,4-Dimethoxybenzoyl)morpholine
• Synonyms: 4-(3,4-Dimethoxybenzoyl)morpholine;4-Veratroylmorpholine
• CAS NO: 22792-13-8
• Molecular Formula: C₁₃H₁₇NO₄
• Molecular Weight: 251.2784
• Mol File: 22792-13-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 425.8°Cat760mmHg
• Flash Point: 211.3°C
• Appearance: /
• Density: 1.176g/cm³
• Vapor Pressure: 1.86E-07mmHg at 25°C
• Refractive Index: 1.536
• CAS DataBase Reference: 4-(3,4-Dimethoxybenzoyl)morpholine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(3,4-Dimethoxybenzoyl)morpholine(22792-13-8)
• EPA Substance Registry System: 4-(3,4-Dimethoxybenzoyl)morpholine(22792-13-8)

Safety Data

• Hazardous Substances Data: 22792-13-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H17NO4/c1-16-11-4-3-10(9-12(11)17-2)13(15)14-5-7-18-8-6-14/h3-4,9H,5-8H2,1-2H3

Upstream product

• 110-91-8 morpholine 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 201230-82-2 carbon monoxide 
• 2859-78-1 4-Bromoveratrole 
• 3535-37-3 3,4-dimethoxybenzoic acid chloride 
• 93-07-2 Veratric acid 

Downstream Products

• 531-88-4 5,6-dimethoxyphthalide 
• 4741-58-6 4,5-dimethoxyisobenzofuran-1(3H)-one 
• 96999-16-5 2-(3,4-dimethoxybenzyl)pyrrole 
• 22792-30-9 N-(3,4-dimethoxybenzyl)morpholine 
• 87428-43-1 (3,4-dimethoxyphenyl)(morpholino)methanethione 
• 22699-97-4 (3,4-dimethoxyphenyl)(3,4,5-trimethoxyphenyl)methanone 

Relevant articles and documents

Palladium nanoparticles supported on ZIF-8 as an efficient heterogeneous catalyst for aminocarbonylation

Pd nanoparticles supported on ZIF-8 (PdNPs/ZIF-8) are described as an efficient heterogeneous catalyst for the aminocarbonylation of bromoarenes in the presence of phosphines and iodoarenes under phosphine-free conditions. The catalyst can be readily prepared and is air-stable. The palladium loading can be as low as 1 wt %, and the catalyst was recycled four times with negligible change in catalytic performance. A variety of pharmaceutically important amides was readily synthesized. A TON of 2540 was easily achieved in a batch reaction by scaling up to a gram scale. The catalyst reported can also be applied to the synthesis of cyclic and primary amides as well as an alkoxycarbonylation reaction to form an ester.

Radical mediated-direct conversion of aldehydes into acid bromides

A method of preparing acid bromides directly from aldehydes with Br3CCO2Et under radical conditions was developed. Aromatic aldehydes with electron-donating group were found to be more reactive than aromatic aldehydes with electron-w

Antineoplastic agents. 379. Synthesis of phenstatin phosphate

A structure-activity relationship (SAR) study of the South African willow tree (Combretum caffrum) antineoplastic constituent combretastatin A- 4 (1b) directed at maintaining the (Z)stilbene relationship of the olefin diphenyl substituents led to synthesis of a potent cancer cell growth inhibitor designated phenstatin (3b). Initially phenstatin silyl ether (3a) was unexpectedly obtained by Jacobsen oxidation of combretastatin A-4 silyl ether (1c → 3a), and the parent phenstatin (3b) was later synthesized (6a → 3a → 3b) in quantity. Phenstatin was converted to the sodium phosphate prodrug (3d) by a dibenzyl phosphite phosphorylation and subsequent hydrogenolysis sequence (3b → 3c → 3d). Phenstatin (3b) inhibited growth of the pathogenic bacterium Neisseria gonorrhoeae and was a potent inhibitor of tubulin polymerization and the binding of colchicine to tubulin comparable to combretastatin A-4 (1b). Interestingly, the prodrugs were found to have reduced activity in these biochemical assays. While no significant tubulin activity was observed with the phosphorylated derivative of combretastatin A- 4 (1d), phosphate 3d retained detectable inhibitory effects in both assays.